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Sodium hydride → 2-butyl-3-[4-[4-ethoxycarbonyl-2-(1-trityl-1H-tetrazol-5-yl)-1-pyrrolyl]benzyl]-7-methyl-3H-imidazo[4,5-b]pyridine

HRID 1586835
ノート
印刷プレビュー

反応式

HRID 1586835 の反応式
[H-].[Na+].[CH2:3]([C:7]1[NH:8][C:9]2[C:10]([N:16]=1)=[N:11][CH:12]=[CH:13][C:14]=2[CH3:15])[CH2:4][CH2:5][CH3:6].[CH2:17]([O:19][C:20]([C:22]1[CH:23]=[C:24]([C:39]2[N:43]([C:44]([C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=3)([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)[C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[N:42]=[N:41][N:40]=2)[N:25]([C:27]2[CH:32]=[CH:31][C:30]([CH2:33]OS(C)(=O)=O)=[CH:29][CH:28]=2)[CH:26]=1)=[O:21])[CH3:18]>CS(C)=O.[Cl-].[Na+].O>[CH2:3]([C:7]1[N:16]([CH2:33][C:30]2[CH:29]=[CH:28][C:27]([N:25]3[CH:26]=[C:22]([C:20]([O:19][CH2:17][CH3:18])=[O:21])[CH:23]=[C:24]3[C:39]3[N:43]([C:44]([C:45]4[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=4)([C:57]4[CH:58]=[CH:59][CH:60]=[CH:61][CH:62]=4)[C:51]4[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=4)[N:42]=[N:41][N:40]=3)=[CH:32][CH:31]=2)[C:10]2=[N:11][CH:12]=[CH:13][C:14]([CH3:15])=[C:9]2[N:8]=1)[CH2:4][CH2:5][CH3:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 150152652-Butyl-7-methyl-1H-imidazo[4,5-b]pyridineHCID 197593244-ethoxycarbonyl-1-(4-methanesulfonyloxymethylphenyl)-2-(1-trityl-1H-tetrazol-5-yl)pyrrole

生成物 1

HCID 197592572-butyl-3-[4-[4-ethoxycarbonyl-2-(1-trityl-1H-tetrazol-5-yl)-1-pyrrolyl]benzyl]-7-methyl-3H-imidazo[4,5-b]pyridine収率 66.7%

試薬・触媒・溶媒 2

HCID 679
Dimethyl Sulfoxide
溶媒
2 回
HCID 57417360Sodium chloride; water溶媒

実験手順

Sodium hydride (10 mg) (60% in oil) was added to a stirred solution of 2-butyl-7-methylimidazo[4,5-b]pyridine (48 mg) in dimethyl sulfoxide (5.0 ml) and the mixture was stirred for 30 minutes at ambient temperature. To this mixture was added a solution of 4-ethoxycarbonyl-1-(4-methanesulfonyloxymethylphenyl)-2-(1-trityl-1H-tetrazol-5-yl)pyrrole (193 mg) in dimethyl sulfoxide (2 ml). The mixture was stirred for 3 hours at ambient temperature and poured into brine. The mixture was extracted with ethyl acetate, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin layer chromatography to afford 2-butyl-3-[4-[4-ethoxycarbonyl-2-(1-trityl-1H-tetrazol-5-yl)-1-pyrrolyl]benzyl]-7-methyl-3H-imidazo[4,5-b]pyridine (123 mg) as a colorless viscous oil.

後処理

  1. stirringThe mixture was stirred for 3 hours at ambient temperature
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by preparative thin layer chromatography

出典と根拠

ORDレコード
ord-a773045f6ed74fae9ddda5f8254808df
出典データセット
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05215994

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート